36 M, What to wear on a first date?

Meeting a girl tomorrow at a wine bar. Online match, first time meeting. I kind of feel like dressing up a bit. Is a casual blazer too much? Like with black jeans? I’m tall, skinny, artsy. I just can never tell if I’m too mature or too immature so not sure how to dress for first dates.



Submitted May 29, 2019 at 07:32PM

Meeting a girl tomorrow at a wine bar. Online match, first time meeting. I kind of feel like dressing up a bit. Is a casual blazer too much? Like with black jeans? I’m tall, skinny, artsy. I just can never tell if I’m too mature or too immature so not sure how to dress for first dates.
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